82253-57-4Relevant academic research and scientific papers
A convenient synthesis of functionalized α-methylidenebutano-4- lactams
Liberge, Gwenaelle,Lebrun, Stephane,Couture, Axel,Grandclaudon, Pierre
experimental part, p. 1662 - 1670 (2011/11/01)
A concise synthetic approach to functionalized α- methylidenebutanolactams has been developed. The synthetic strategy is based on the preliminary assembly of the lactam template equipped with appropriate functionalities. Subsequent installation of the methylidene by a metalation/alkylation/elimination sequence completed the elaboration of the racemic title compounds. Copyright
GENERAL APPROACH FOR THE SYNTHESIS OF POLYQUINANES. FACILE GENERATION OF MOLECULAR COMPLEXITY VIA REACTION OF 1,2-DICARBONYL COMPOUNDS WITH DIMETHYL 3-KETOGLUTARATE
Mitschka, R.,Oehldrich, J.,Takahashi, K.,Cook, J. M.,Weiss, U.,Silverton, J. V.
, p. 4521 - 4542 (2007/10/02)
The condensation of dimethyl 3-ketoglutarate 1 with 1,2-dicarbonyl compounds provides access to the polyquinane derivatives tricyclo1,5>undecane-3,7,9-trione 27, tricyclo1,5>undecane 31; tetracyclo4,13.010,13>-tridecane-2,6,8,12-tetraone 41; tetracyclo1,5.08,12>tetradecane-2,7,9,14-tetraone 44; and the tetracyclo10,13>tridecane triones 5b and 6b.The unique structure of staurane tetraone 41 has resulted in spontaneous resolution of the two antipodes on crystallization from DMF.In addition, examination of the crystal structures of tetraones 41 and 44, in terms of strain energy, coupled with the steric accessibility of the β-diketone functionality contained in 41 and 44 have been employed to explain why tetraone 44 and trione 27 undergo a retro-Claisen reaction (CH3OH) more rapidly than staurane tetraone 41.
General approach for the synthesis of polyquinanes. Facile generation of molecular complexity via reaction of 1,2-dicarbonyl compounds with dimethyl 3-ketoglutarate
Mitschka,Oehldrich,Takahashi,Cook,Weiss,Silverton
, p. 4521 - 4542 (2014/12/10)
The condensation of dimethyl 3-ketoglutarate 1 with 1,2-dicarbonyl compounds provides access to the polyquinane derivatives tricyclo[6.3.0.01,S]undecane-3,7,9-trione 27, tricyclo[3.3.3.01,s]undecane 31; tetra-cyclo[5.5.1.04,13.010,13]-tridecane-2,6,8,12-tetraone 41; tetracycloI6.6.0.0u.0,l3ltetradecane-2,7,9,14-tetraone 44; and the tetracyclo(5.5.1.01013]tridecane triones Sb and 6b. The unique structure of staurane tetraone 41 has resulted in spontaneous resolution of the two antipodes on crystallization from DMF. In addition, examination of the crystal structures of tetraones 41 and 44, in terms of strain energy, coupled with the steric accessibility of the /5-diketone functionality contained in 41 and 44 have been employed to explain why tetraone 44 and trione 27 undergo a retro-Claisen reaction (CH3OH) more rapidly than staurane tetraone 41.
General approach for the synthesis of polyquinanes. Facile generation of molecular complexity via reaction of 1,2-dicarbonyl compounds with dimethyl 3-ketoglutarate
Mitschka,Oehldrich,Takahashi,Cook,Weiss,Silverton
, p. 4521 - 4542 (2015/01/08)
The condensation of dimethyl 3-ketoglutarate 1 with 1,2-dicarbonyl compounds provides access to the polyquinane derivatives tricyclo[6.3.0.01,5]undecane - 3,7,9 - trione 27, tricyclo[3.3.3.01,5]undecane 31; tetra-cyclo[5.5.1.04,
